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tert-Butyl 5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylate

  • CAS No. 1256359-17-7

  • Cat. No. CS-0048195
  • Purity≥97%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

tert-Butyl 5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylate|CS-0048195

Structure of 1256359-17-7

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General Information

  • CAS No. 1256359-17-7
  • Cat. No. CS-0048195
  • Purity ≥97%
  • MDL No. None
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₃BN₂O₄
  • Molecular Weight 294.15
  • Synonym(s) Tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)-1H-pyrazole-1-carboxylate
  • SMILES CC(C)(C)OC(=O)N1N=CC=C1B1OC(C)(C)C(C)(C)O1

Description

tert-Butyl 5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylate delivers a stable, bench-ready boronate handle for Suzuki-Miyaura cross-coupling. The tetramethyl-1,3,2-dioxaborolane moiety enables efficient coupling under mild conditions, while the pyrazole core provides a rigid, electron-deficient heterocyclic scaffold suitable for medicinal chemistry applications.

Application

tert-Butyl 5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylate serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The pyrazole core provides a stable, heteroatom-rich scaffold with good functional group tolerance. The tert-butyl ester offers enhanced bench stability and ease of purification, while the boronate moiety enables efficient coupling under mild conditions, facilitating rapid access to substituted pyrazole derivatives in medicinal chemistry and materials synthesis.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   62.58
  • LogP   1.9655
  • H_Acceptors   6
  • H_Donors   0
  • Rotatable_Bonds   1

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